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Pet-friendly vacation rentals in Downtown Chicago
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Downtown Chicago
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Downtown Chicago pet-friendly home rentals
Pet-friendly house rentals
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Home in Chicago
4.81 out of 5 average rating, 205 reviewsSpacious Luxury Townhouse - Old Town
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Home in Chicago
4.96 out of 5 average rating, 141 reviewsChicago Riverhouse with private fenced in patio!
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Home in Chicago
4.99 out of 5 average rating, 101 reviewsHuge Sunlit Gem, Free Parking, No Cleaning Fee
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Home in Bolingbrook
4.93 out of 5 average rating, 107 reviewsThe Sunshine Spot
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Home in Chicago
4.83 out of 5 average rating, 132 reviewsBucktown Home W/ Free Garage Parking for 2 Cars!
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Home in Chicago
4.94 out of 5 average rating, 115 reviewsWrigley Retreat - Full Home w/ Chicago Charm
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Home in Chicago
4.91 out of 5 average rating, 217 reviewsLuxe 6BR House *Trendy Logan Square *Garage Access
Home in Chicago
4.89 out of 5 average rating, 186 reviewsALOHA Tropical Penthouse Wicker Park Sleeps 14
Pet-friendly home rentals with a pool
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Rental unit in Chicago
4.77 out of 5 average rating, 168 reviewsBeautiful Corner 2 Bedroom in the Loop | Roof Deck
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Rental unit in Rosemont
4.93 out of 5 average rating, 68 reviewsRelaxing Standard Room l Free Airport Shuttle
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Rental unit in Itasca
4.74 out of 5 average rating, 228 reviewsKing Bed at Chicago Northwest + PET Friendly
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Rental unit in Chicago
4.82 out of 5 average rating, 17 reviewsCozy studio near Michigan lake
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Rental unit in Chicago
4.82 out of 5 average rating, 22 reviewsDowntown Penthouse Lake Views #1|Gym, Parking+Pool
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Rental unit in Chicago
4.96 out of 5 average rating, 50 reviewsCozy 2 Bed Apt in Wicker Park East w/ Free Parking
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Rental unit in Chicago
4.89 out of 5 average rating, 18 reviewsLuxury Designer Penthouse South |Pool| Gold Coast
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Campsite in Midlothian
4.99 out of 5 average rating, 78 reviewsWaverly Woods Outpost: Private Glampsite w Theater
Private, pet-friendly home rentals
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Condo in Chicago
4.96 out of 5 average rating, 188 reviewsUpdated Designer Duplex In Fulton Market W/parking
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Condo in Chicago
4.88 out of 5 average rating, 244 reviews2 King Bed Condo Easy Downtown Free Street Parking
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Rental unit in Chicago
4.9 out of 5 average rating, 181 reviewsHandicap accessible apartment w/Level-2 EV Charger
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Rental unit in Chicago
4.93 out of 5 average rating, 124 reviewsLuxurious, Cozy Beauty -10 min to Downtown Chicago
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Guest suite in Skokie
4.86 out of 5 average rating, 161 reviewsAdorable studio style unit - Self check in ⚡️
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Condo in Chicago
4.98 out of 5 average rating, 40 reviewsChic & Comfy • Close to Wrigley
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Guest suite in Chicago
4.91 out of 5 average rating, 92 reviewsCozy one-bedroom suite in the heart of West Loop
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Rental unit in Forest Park
4.98 out of 5 average rating, 40 reviewsCheerful Remodel Prime Location
Destinations to explore
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